HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 46841204, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | (7R)-6-Cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonyl chloride | HCID 86660769 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 46841204 | HCID 46841204 | — |
Reaction Steps
Under an atmosphere of argon, abs. THF (3 ml) was stirred with molecular sieve (4 Å, 30 mg) for 30 min. (7R)-6-Cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonyl chloride (63%, 50 mg, 62 μmol), cyclopropylamine (13 μl, 0.19 mmol, 3 eq.) and triethylamine (9 μl, 63 μmol, 1 eq.) were added, and the mixture was stirred at RT for 12 h. The reaction solution was then concentrated under reduced pressure and the residue was purified by preparative HPLC (Reprosil C18 column, 30×250 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (27 mg, 82% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359362B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-4246fdec7b39415d909850ee53e0a850 |
| Source note | uspto-grants-2016_06 |